ISSN:
0020-7608
Schlagwort(e):
Computational Chemistry and Molecular Modeling
;
Atomic, Molecular and Optical Physics
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The geometries of the two most important tautomeric forms of adenine and the corresponding methyladenines are investigated by means of quantum chemical calculations at different level of sophistication, ranging from semiempirical methods to correlation corrected ab initio methods at second-order Møller-Plesset perturbation theory level (MP2). The relative stability of the N(7)H ↔ N(9)H tautomeric forms of adenine are investigated with highly correlation corrected methods, MP3 and MP4. The relative stability is also corrected for solvent interactions and compared with experimental information. N(9)H-adenine is predicted to be the most stable tautomer in both vacuum and in solution. The relative stability is predicted to be between 24.5 and 35.0 kJ/mol in vacuum depending on computation method. In water solution N(7)H-adenine is stabilized more by the solvent, and the corresponding relative energies were found to be between 4.9 and 10.2 kJ/mol. We also found that correlation effects are essential to describe the ground state geometry with a high accuracy. The geometries predicted by semiempirical methods and ab initio calculations without correlation correction show large deviations in some parts of the molecule compared to the MP2 results as well as compared with experimental geometries. © 1995 John Wiley & Sons, Inc.
Zusätzliches Material:
3 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/qua.560560712
Permalink
